A pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. and avoid deportation to Canada. The Proposal (2009) Cast: Sandra Bullock as Margaret Tate, a chief editor at a major New York City book publisher. Ryan Reynolds as Andrew Paxton, Margaret's assistant whose ultimate career goal is to become an editor. Mary Steenburgen as Grace Paxton, Andrew's mother. Craig T. Nelson as Joe Paxton, Andrew's father who owns the family business that dominate the entire town of Sitka. Betty White as Grandma Annie "Gammy", Andrew's grandmother and Joe's mother. Denis O'Hare as Mr. Gilbertson, the immigration agent investigating Margaret's case. Oscar Nuñez as Ramone, a resident of Sitka who holds many jobs, including waiter, male stripper, shopkeeper and minister. Malin Åkerman as Gertrude, Andrew's ex-girlfriend. Michael Nouri as publisher Bergen, Tate's superior. Aasif Mandvi as Bob Spaulding, an editor. Michael Mosley as Chuck, Andrew's friend. Margaret Tate is an executive editor in chief of a book publishing company. After learning she is about to be deported to Canada because she violated the terms of her work visa, she persuades her assistant, Andrew Paxton, to marry her. She reminds Andrew that if she's deported, the work he put in as her assistant will be lost, and he'll be set back in his dream to become an editor. Mr. Gilbertson, a U.S. immigration agent, informs them that he suspects they are committing fraud to avoid Margaret's deportation. Gilbertson tells them that they'll be asked questions about each other separately. If their answers don't match, Margaret will be deported to Canada permanently and Andrew will be convicted of a felony punishable by a $250,000 fine and five years in prison. Andrew insists that Margaret make him an editor after their marriage and publish the book he's been recommending to her. Margaret agrees. The couple travels to Sitka, Alaska, Andrew's hometown, to meet his family. Margaret meets Andrew's mother Grace and grandmother Annie, known as "Gammy". During the trip to the family home, Margaret notices that nearly every shop in town carries the name Paxton and learns that Andrew's family is in fact very wealthy. During a welcome home party, Andrew confronts his father, Joe, who is angry about Andrew's dating the boss he has so long disliked and thinks he is using her to get ahead in his career. After their argument, Andrew announces the engagement to everyone. Margaret also meets Gertrude, Andrew's ex-girlfriend.